Home Vacation Condo Rentals By Owner In Clearwater, FL

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Exceptional(11)

$439.62

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High End, Sky High Views- Completely Remodeled on Sand Key

Clearwater, Florida, United States

Experience the ultimate luxurious beach vacation you and your family have been craving. This exceptional and completely renovated 14th floor condo offers views of both the intercoastal water and beach! Enjoy water views from nearly every room in this condo, plus balconies off both bedrooms, and the kitchen.brbr*Important: Starting mid September 2025 balcony and building renovations will be taking place and will continue over the following year. This is for building 1 at Crescent Beach Club, but may cause noise and disruptions for both buildings during this period. This may also affect the use of certain balconies in only building 1 depending on the timeline. One of the two pools at the complex will still be available throughout the project. Please inquire before booking! At this time (April 2026) our intercoastal balconies are open, but our beachfront balcony is closed.brbrUpon entering this 14th floor end unit, you're greeted by warm wood plank luxury vinyl flooring throughout and a beautifully designed, open concept kitchen with its own balcony, and of course views of the beach and intercoastal all at once. The unit then opens up to the dining space, living room, and split bedrooms for ultimate privacy.brbrKitchenbrShaker style cabinetsbrNew high end stainless steel appliancesbrPlenty of counter spacebrBar stool seating for 4 brTwo in one coffee maker- K-cup and Regular Coffee PotbrPrivate balcony with views of the intercoastal and seating for two with a bistro tablebrAll the cooking necessities for your favorite meals and snacksbrbrDining RoombrDirectly off the kitchen for easy accessbrTable with seating for 4brDry bar with wine fridgebrbrLiving RoombrComfortable seating for everyone in your party, all with a view of the beach and Gulf of MexicobrFull length sliding glass doors to access the beachfront balconybr65-inch Samsung Smart TVbrbrMaster BedroombrFull length sliding glass doors to access the terracebrKing sized bed with brand new mattressbr50-inch Samsung Smart TVbrWalk in closetbrDesk/ Work space with office chairbrPrivate attached ensuite bathroom with spacious walk in showerbr brGuest BedroombrFull length sliding glass door access to private balcony overlooking the intercoastal waterbrBunk Beds- King bed on the bottom and twin bed on top- both brand new mattressesbrWalk in closet br43-inch Samsung Smart TVbrPrivate attached ensuite bathroom with a tub/shower combo, and view of the intercoastalbrbrHalf bathroombrToilet and sinkbr brEnjoy the luxuries of a resort while still having everything you could dream of for your vacation- in unit washer and dryer, free Wifi, cooking and dining ware for all your needs, beach chairs and an umbrella, towels and linens for your stay, beach towels, two in one coffee maker.brbrCrescent Beach Club offers resort style amenities that include two heated pools, two hot tubs, plenty of loungers and chairs, direct beach access, gym, indoor jacuzzi, community grilling space, two tennis/ pickleball courts, and 24 hour security.brbrPlease note:brThe facility does not allow parties or events.brThere is no smoking allowed inside the unit or on the balcony. Thank you in advance for adhering to the NO SMOKING rules.brThis unit is NOT pet friendly. Absolutely No Pets.brFor the safety of your children and in consideration of other guests, parents must always supervise their children.brThe unit is being offered as a self-catering accommodation. The unit is stocked with a starting supply. Should you run out of anything during your stay, you will need to provide your own supplies.brNo Cargo Vans, and the garage has a height limitbrbrThis unit sleeps 6 people total (this number includes adults, children, and infants).
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Exceptional(2)

$251.29

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Updated, Elegant Waterfront Charmer ~ Pool, Hot Tub, Grill, Private Balcony ~ 402 Island Key

Clearwater, Florida, United States

Incredible 3 bedroom, 2 bath waterfront condo with heated pool & spa - just a short walk to Clearwater Beach! brbr brbrNo broken month bookings allowed unless with prior approval from management (Rentals must start at the beginning of the month and end at the end of a month.) brbr brbrOverflowing with elegance and coastal charm, Island Key 402 delights with custom, contemporary décor and a spacious balcony perched directly on the Intracoastal Waterway, overlooking the shimmering waters of Clearwater Harbor. Delight in the sights and sounds of waterfront living, where manatees and dolphins frolic right outside your back door. The beautiful Island Key community consists of 15 magnificent condos within walking distance to shops, restaurants, and the brilliant Clearwater Beaches. Enjoy the heated pool and spa, which overlook the Intracoastal and make for the most relaxing and charming retreat. brbr brbrProperty highlights include a private balcony overlooking the Intracoastal Waterway, elegantly outfitted for both lounging and dining. The open floor plan living area features a calming coastal flare and cozy sectional leading out onto the balcony. Make use of the modern, fully equipped kitchen with granite counters and updated appliances. The adjacent dining area is appointed with seating for six, with bonus seating at the breakfast bar. brbr brbrYour sun-drenched and spacious primary king bed suite provides private balcony access, while the en-suite bath boasts dual vanities, a decadent soaking tub, and a separate walk-in shower. A light and airy second bedroom presents an impressive king size bed accented by seaside inspired hues, and the inviting third bedroom also hosts a comfy spot to unwind with a queen size bed. The second full bathroom offers a convenient shower/tub combination. brbr brbrFind WiFi, cable, and smart TVs situated in the living area and each king bedroom. A private washer and dryer are also provided. brbr brbrTHINGS TO KNOW: brbr brbrStreaming available with own accounts. brbrNO PETS are allowed at this vacation rental. brbrThis rental is located on floor 4. brbrPack n play and chair top booster seat available for the little one. brbr*The unit is self-catering so guests should plan to provide their own toiletries, detergents and cleaning supplies. A starter kit of 2 trash bags, 1 roll of toilet paper per bathroom, basic hand soap, and 1 roll of paper towels is supplied, but not replenished. brbr brbrParking notes: Assigned parking is available for ONE vehicle in the parking garage. Please ensure that the parking pass is displayed at all times in order to avoid a fine and/or towing. brbr brbrWHAT’S NEARBY: brbr brbrThis location is next to none for sure, as Clearwater Beach is often referred to as the 'Best Beach Town in Florida.” It is lauded for its gorgeous white sand and sparkling waters, not to mention beachside fun for all ages. It offers a variety of delicious restaurants, bars, and shopping, contributing to the overall energetic vibe of this area. This is a small, walkable beach community, and the pedestrian-friendly Beach Walk Promenade and the colorful red and yellow Jolley Trolley make it easy to explore. From beach combing to water sports to food and entertainment, it's all at your fingertips here in Clearwater Beach! brbr brbrPier 60 Clearwater Beach Marina boast many restaurants and attractions. Other options for fun: Captain Nemo's Pirate Cruise, Crabby's Dockside, Chute Em Up Parasail, Sea Screamers of Clearwater, and Encounters with Dolphins. brbr brbrAnnual festivals include the Clearwater Sea-Blues Festival, New Year's Eve Fireworks Celebration, Clearwater Beach Chalk Art Festival, Frenchy's Stone Crab Weekend Block Party, Clearwater Suncoast Jazz Classic, and Clearwater Super Boat Races.
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Exceptional(11)

$340.27

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Steps to Shore: Walkable Clearwater Beach Condo

Clearwater, Florida, United States

Private Lanai w/ Gas Grill | 3 Smart TVs | Washer & Dryer | 1/4 Mi to Frenchy’s Rockaway GrillbrbrDreaming of mornings on the beach, fresh seafood, and coastal adventures All that and more will be just outside your door at 'Midway,' a 2-bedroom, 1-bath vacation rental! The condo offers a prime location just down the street from the sandy shores of Clearwater Beach. In the evening, enjoy a BBQ on the private lanai, then head over to Pier 60 for incredible sunset views. Paradise awaits!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 1 king bedbrbrCONDO FEATURESbr- 3 Smart TVsbr- Private lanai w/ gas grillbrbrKITCHENbr- Refrigerator, stove/oven, dishwasherbr- Drip coffee pot & Keurig (bring your own coffee) br- Blender, toaster, microwavebr- Cooking basics, dishware & flatwarebr- Bar/island seatingbrbrGENERALbr- Free WiFibr- Central A/C & heating, ceiling fansbr- Washer/dryer, iron & boardbr- Linens & towelsbr- Complimentary toiletries, hair dryer, hangersbr- Keyless entrybrbrFAQbr- 3 exterior security cameras (facing out)br- Quiet hours (10:00 PM to 9:00 AM)brbrACCESSIBILITYbr- Step-free entrybr- Single-story condo on ground floorbrbrPARKINGbr- Free street parking (first-come, first-served)br- Paid city parking (paid on-site)brbr-- THE LOCATION --brbr- Walk to North Clearwater Beachbr- 0.8 miles to Pier 60br- 2 miles to Caladesi Island State Parkbr- 3 miles to Sand Key Parkbr- 7 miles to the Dunedin Downtown Marketbr- 13 miles to St. Pete-Clearwater Int’l Airport & 20 miles to Tampa Int’l Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Must be at least 25 years old to bookbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story condo is on the ground floor and features step-free entrybr- Your safety matters. This property features 3 exterior security cameras. All cameras are located on the front of the home facing the exterior entry, sidewalk, and street. The cameras do not look into any interior spaces. The cameras actively record video, which is saved for 24 hours
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Exceptional(5)

$401.4

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5-Star Location! | Walk to Beach/Rest/Shops

Clearwater, Florida, United States

Welcome to our serene and expansive 6th-floor beachfront condominium! Nestled in the vibrant heart of South Clearwater Beach, this two-bedroom, two-bathroom haven offers a tranquil escape just moments away from the renowned #1 rated beach in the nation. Immerse yourself in the charm of Clearwater Beach, known for its pristine shores, delectable dining spots, and vibrant nightlife.brbrWhether you're craving relaxation or adventure, this beach condo caters to every whim. Take a leisurely 5-minute stroll to the beach or explore the myriad of nearby restaurants and shops. brbrWe've spared no effort in ensuring that this apartment feels like your own personal sanctuary away from home. Welcome to your slice of paradise!brbrSleeping Arrangements:brbrBedroom 1- (1) King-Size BedbrBedroom 2- (2) Queen-Size Bedbrbr**We offer one Twin-size cots for additional beds.**brbrLocation: For reference, the condo is a 5-minute walk to the Hyatt Regency Hotel.brbrThe Space br• Fully equipped kitchen br• Full-Size Washer and Dryer br• FREE Wi-Fi & Cable TV br• Linens and bath towels provided br• Iron/Ironing Board br• Hairdryer br• We offer a deck box with beach chairs/toys/towels available for guests' use br• Communal Heated Pool with the hotel next doorbr• Perfect location! Walk to everything—no rental car needed.br• Gas Grills Near Pool Area br• Access to Elevator br• 25 years of age or older to book br• The person booking the home must also be one of the occupants brbrParking br• 2 parking spaces available (parking passes required; passes will be inside the unit)br• Trailers, U-Hauls, Boats, and RV's are NOT allowed to be parked on the property.
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Exceptional(3)

$139.12

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Luxury, Location & Convenience. w/2 King Beds. pet friendly, waterfront views

Clearwater, Florida, United States

Welcome to your dream getaway in Clearwater! Our suite is nestled within one of the area’s most sought-after luxury Mediterranean style waterfront communities, a gated paradise that’s manned 24/7 for your peace of mind. With its coastal chic design and upscale amenities, this retreat has been thoughtfully crafted to cater to the most discerning guests, ensuring your stay is nothing short of spectacular.br brOur unit and the resort were featured in Florida Vacation and Insights magazine as a solid unparalleled experience in Clearwater—a true testament to the exceptional experience that awaits you. brFrom the moment you arrive, you’ll be enveloped in a warm, inviting atmosphere that feels like a true home away from home. The suite is equipped with everything you need for a luxurious stay, making it an absolute must-see when you’re in Clearwater.brbrBut the magic doesn’t stop at your doorstep—our resort-style community offers a wealth of features that make it a must-stay destination. Whether you’re here for a quick escape, a corporate visit, or an extended stay, we offer special discounted rates for students and healthcare professionals.brbrWelcome to your ultimate coastal retreat! Step inside this inviting 1,230 sq ft oasis, where a spacious, open floor plan, high ceilings, and oversized windows create a bright, airy atmosphere that’s perfect for both quality time with loved ones and peaceful moments of solitude. With two expansive bedroom suites, each featuring king-size beds the ultimate in luxurious comfort , designed to ensure your stay is as restful and rejuvenating as possible, full ensuite bathrooms, and enormous walk-in closets, this suite is designed for your comfort and relaxation.brThe living room is a haven for relaxation, complete with a nap-worthy couch, cozy chairs, and one of two large flat-screen Smart TVs—ideal for a laid-back movie night. Plus, the queen sleeper sofa provides extra space to comfortably accommodate up to six guests, making this the perfect spot for families or friends traveling together. The fully equipped kitchen has everything you need to prepare your favorite meals, and the adjoining dining room comfortably seats up to eight. You’ll also find a top-of-the-line washer and dryer in the utility closet for added convenience. And yes, we welcome your furry friends (one small dog or cat)!brbrFor the beach lovers in your group, we’ve got you covered with beach chairs, towels, and a cooler, plus ample parking for all your guests.brbrBut the luxury doesn’t stop at your suite. The resort offers a wealth of amenities, including a sparkling heated swimming pool with lounge chairs and cabanas, a secluded hot tub, a sauna, a state-of-the-art fitness facility, and both indoor and outdoor kitchens. Enjoy a BBQ in the outdoor charcoal grilling area, or unwind by the outdoor fireplaces, perfect for roasting s’mores. For those looking to stay active, there are tennis and volleyball courts, a playground for the kids, fishing piers, and even kayak rentals. There’s also a business center with Wi-Fi, making it easy to stay connected.brbrStart your mornings with a breathtaking view as the sun rises over Tampa Bay, casting vibrant hues across the sky while dolphins playfully swim nearby. Take a stroll along the 3-mile waterfront trail, beautifully paved and lit, and soak in the natural beauty of this unique location.brbrCentrally located, you’re just a short drive from endless adventures. Whether it’s deep-sea fishing, parasailing, shopping, golfing, or exploring Clearwater Beach—TripAdvisor’s top pick with its sugar-white sands and crystal-clear waters—you’ll find something for everyone in your group.brbrWith Clearwater-St. Petersburg Airport just 20 minutes away and Tampa International 35 minutes away, convenience is on your side.brbrYour search for the perfect vacation spot ends here—you’ve found your Pearl! Book now and experience the best of Clearwater in style.brbrPlease note: Our rental requires a minimum stay of 30 days. To ensure smooth scheduling and availability for all guests, we prioritize full-month reservations (from the 1st to the last day of the month). Reservations that extend only a few days into the next month can make it challenging to accommodate future guests due to the 30-day minimum. Unless you're planning a longer stay of several months covering multiple months, we'd be happy to accommodate your booking. brStay Longer, Save More — Enjoy exclusive discounts on rentals of 3+ consecutive months. Veterans always rent with a special discount — thank you for your service!Please don’t hesitate to reach out with your plans!
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Exceptional(46)

$219.43

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Royal Tropical at The Avalon Clearwater, Spacious Stay & Heated Pool

Clearwater, Florida, United States

Make your dreams come true in Royal Tropical, a beautifully decorated 2-bedroom, 2-bath condo located on the top floor of a 3-story walk-up building in The Avalon, S Missouri Ave, Clearwater.brThe open living, dining, and kitchen area bring the family together. The master bedroom has a king bed and a private bathroom, and the second bedroom has two double beds and easy access to the second bathroom. Living room features two sofas (one double sleeper), dining table, and TV. The condo can accommodate up to 6 guests.brbrIncluded Amenities:br• Fully equipped kitchen (cookware, utensils, dishes, microwave, stove, coffee maker)br• Washer and dryerbr• Bed linens, bath towels, 6 beach towelsbr• Beach gear: umbrella, chairs, coolerbr• High-speed Wi-Fi, SMART TVbr• Free on-site parkingbr• We provide starter toiletries and household necessities, as well as a pack ’n play and high chair for families with young children.brbrComplex Amenities: Heated pool, gym, reception room, beautiful gardenbrLocation: 10-minute drive to Clearwater Beach, 15 minutes to Indian Rocks Beach, 20 minutes to Madeira Beach. Close to shops, restaurants, and attractions.brbrNotes:brRates based on 4 guests; $15/night per additional guestbrOutdoor security camera at front doorbrThe buildings of The Avalon complex do not have elevatorsbrLooking to rent another unit Check out our other condos in The Avalon:br- Royal Paradise – Vrbo #965161br- Royal Marina – Vrbo #876157br- Royal Dream – Vrbo #1353405
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$151.03

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Beautiful One Bedroom Avalon At Clearwater

Clearwater, Florida, United States

1 Bedroom, 1 Bathroom, Sleeps 2brThis apartment is on the second floor, with one flight of stairs to walk (18 steps), an 730 sq ft one-bedroom, one-bathroom condominium unit with a fully equipped kitchen, dining area, large living room, and a beautiful patio-type balcony. Bedroom includes a comfortable queen size bed, private bathroom with a walk-in closet. Towels, pillows and linens are included. Dining area provides a table that can easily sit four guests. Specious living room area is furnished with a sofa, armchair, coffee table and a flat 50 screen smart HD television. Kitchen is fully equipped with a stove, refrigerator, new dishwasher, microwave, slow cooker, toaster, coffee maker, Keurig coffee maker, as well as all the pots and pans, dishes and utensils. Unit also has an in-unit new washer and dryer. For your convenience the apartment is accessible via a keyless door lock so you do not have to worry about accidently misplacing your key. Free Cable TV and High-Speed Internet is included in this rental.brbrThe Avalon at Clearwater is gated resort-like condominium community that offers a family friendly environment with a free parking, heated swimming pool!, 24/7 fitness facilities, and a luxury clubhouse with a kitchen, fireplace, and a barbecue area. It is located in the heart of Clearwater, Florida and is within a walking distance to great restaurants, grocery stores, and public transportation.brbrClearwater is located just minutes away from award winning beaches, boating, fishing, golfing, jet skiing, parasailing, biking, and many more beach activities. Famous Pier 60 at Clearwater Beach The Best Beach in USA for 2018 and 2019!, where all the attractions are available is 3 miles, just 7 minutes away by the car. Tampa International Airport is 25 min away; Busch Gardens is 45 min away and the rest of Florida's major attractions like Disney World, LEGOLAND, Universal Studios, and Sea World are just a short 90 min drive!.
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